71672-72-5Relevant articles and documents
Composition for preventing or treating cancer comprising novel selenobenzene compound
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Paragraph 0086; 0092-0098, (2018/06/20)
The present invention relates to a composition for preventing or treating cancer comprising, as an active ingredient, a novel selenobenzene compound represented by chemical formula 1. The selenobenzene compound according to the present invention inhibits
Solvent-controlled halo-selective selenylation of aryl halides catalyzed by Cu(II) supported on Al2O3. A general protocol for the synthesis of unsymmetrical organo mono- and bis-selenides
Chatterjee, Tanmay,Ranu, Brindaban C.
, p. 7145 - 7153 (2013/08/23)
Alumina-supported Cu(II) efficiently catalyzes selenylation of aryl iodides and aryl bromides by diaryl, dialkyl, and diheteroaryl diselenides in water and PEG-600, respectively, leading to a general route toward synthesis of unsymmetrical diaryl, aryl-alkyl, aryl-heteroaryl, and diheteroaryl selenides. A sequential reaction of bromoiodobenzene with one diaryl/diheteroaryl/dialkyl diselenide in water and another diaryl/diheteroaryl/dialkyl diselenide in PEG-600 in the second step produces unsymmetrical diaryl, diheteroaryl, or aryl-alkyl bis-selanyl benzene. A library of functionalized organo mono- and bis-selenides, including a potent biologically active molecule and a couple of analogues of bioactive selenides, were obtained in high yields by this protocol. The reactions are chemoselective and high yielding. The Cu-Al2O 3 catalyst is recycled for seven runs without any appreciable loss of activity.
Magnetically separable and reusable copper ferrite nanoparticles for cross-coupling of aryl halides with diphenyl diselenide
Swapna, Kokkirala,Murthy, Sabbavarapu Narayana,Nageswar, Yadavalli Venkata Durga
experimental part, p. 1940 - 1946 (2011/04/27)
A simple and efficient procedure for the synthesis of diaryl selenides has been developed by a copper ferrite nanoparticle catalyzed reaction of aryl iodides/aryl bromides with diphenyl diselenide in the presence of base and solvent at 120 °C. Using this protocol, a variety of diselenides were obtained in good to excellent yields. The copper ferrite nanoparticles were magnetically separated, recycled, and reused up to three cycles. Copyright
Copper oxide nanoparticle-catalyzed coupling of diaryl diselenide with aryl halides under ligand-free conditions
Reddy, Vutukuri Prakash,Kumar, Akkilagunta Vijay,Swapna, Kokkirala,Rao, Kakulapati Rama
supporting information; experimental part, p. 951 - 953 (2009/07/11)
A new, efficient and ligand-free cross-coupling reaction of aryl halides and diaryl diselenides using a catalytic amount of nanocrystalline CuO as a recyclable catalyst with KOH as the base in DMSO at 110 °C is reported. This protocol has been utilized for the synthesis of a variety of aryl selenides in excellent yields from the readily available aryl halides and diaryl diselenides.
Tributyltin aryl selenides as efficient arylselenating agents. Synthesis of diaryl and aryl organyl selenides
Beletskaya,Sigeev,Peregudov,Petrovskii
, p. 1463 - 1475 (2007/10/03)
Tributyltin aryl selenides are highly efficient arylselenating agents in reactions with aryl iodides and aryl triflates under catalysis with Pd and Ni complexes respectively. They also may be used as efficient source of active arylselenolate anion in the
New approaches to the synthesis of unsymmetrical diaryl selenides
Beletskaya, Irina P.,Sigeev, Alexander S.,Peregudov, Alexander S.,Petrovskii, Pavel V.
, p. 96 - 101 (2007/10/03)
Unsymmetrical diaryl selenides PhSeAr were obtained by the palladium catalysed reactions of aryl (heteroaryl) iodide or triflate with Bu3SnSePh in high yields. The same compounds can be obtained by the non-catalytic reactions of Bu3SnSePh with ArN2BF4 or (ArN2)2ZnCl4.
Inter-element linkage in 1,2- and 1,4-bis(arylselanyl)benzenes with halogens
Nakanishi, War?,Hayashi, Satoko
, p. 178 - 189 (2007/10/03)
The criteria to distinguish the structure of halogen adducts of aryl chalcogenides in solutions based on the NMR chemical shifts are confirmed by ab initio molecular orbitals (MO) calculations based on the gauge-including atomic orbitals (GIAO) theory. The criteria are applied to determine the structure of halogen adducts of 1,2-bis(phenylselanyl)benzene (1), 1,4-bis(phenylselanyl)benzene (2), and 1,4-bis(p-tert-butylphenylselanyl)benzene (3) (1·nX2, 2·nX2, and 3·nX2, respectively: n = 1 and 2 and X = Cl, Br, and I) in CDCl3. The structure of 1·Br2 is demonstrated to be trigonal bipyramidal (TB) not only in the solution but also in crystals. The TB formation of 1·Br2 is just the opposite of the MC (molecular complexes) formation of selenanthrene with bromine in the solution. The driving force for the TB and MC formation is discussed based on the structure of the parent selenides. The structure of 2·2X2 and 3·2X2 is (TB, TB) for X = Cl and Br and (MC, MC) for X = I. On the other hand, the structure of 1·2Br2 is revealed to be TB at one SeBr2 moiety but MC for the other SeBr2 group, which is described as (TB, MC). The bromine exchange is observed in 1·2Br2 in the conditions of NMR measurements. The rate of bromine exchange becomes sharp as excess bromine is added to the 1·2Br2 solution, which shows that the structural (TB, MC) ? (MC, TB) site exchange in 1·2Br2 is accelerated by the excess bromine and/or its derivatives. Ab initio MO calculations are performed on the adducts to understand their structural features and on the proposed intermediate to confirm the mechanism.
Aryl Arylazo Sulfones Chemistry. 2. Reactivity toward Alkaline Alkane- and Areneselenolate and Alkane- and Arenetellurolate Anions
Evers, Michel J.,Christiaens, Leon E.,Renson, Marcel J.
, p. 5196 - 5198 (2007/10/02)
Tolyl arylazo sulfones react with various alkyl- and arylseleno reagents to produce substituted alkyl aryl and unsymmetrical diaryl selenides.The corresponding tellurides can also be obtained.Isolated yields in both cases are good.This procedure is an interesting alternative to the classical Sandmeyer reaction.
